Unsaturated amides

ABSTRACT

Unsaturated amides of the formula   having utility as insect control agents and as intermediates for lactams.

I United States Patent 11 1 1111 3,888,893 Siddall June 10, 1975 [54] UNSATURATED AMIDES 3,281,438 10/1966 Johnson 260/404 [76] Inventor: John B. Siddall, 2470 Greer St.,

Palo Alto, Calif. 94303 Primary Examiner-Lewis Gotts [22] Filed: Feb. 1973 Asszstant Examiner-Ethel G. Love [21] Appl. No.: 333,260

Related US. Application Data [57] ABSTRACT [60] Division of Set. N0. 153,074, June 14, 1971, Pat. NO. Unsaturated des of the formula 3,755,356, which is a continuation-in-part of Ser.

Nos. 860,086, Sept. 22, 1969, abandoned, and Ser. 4 3 Z 1 8 N0. 874,678, Nov. 6, 1969, Pat. NO. 3,631,080. r R

S R-C- H -C-CH -CH-= 521 US. c1. 260/404 (C 2)n Z)m Z c 10 51 1m. (:1. C07C 103/30 R [58] Field of Search 260/404 [56] References Cited having utility as insect control agents and as interrne- UNITED STATES PATENTS dimes for lactams- 2,435,829 2/1948 Guest 260/404 9 Claims, No Drawings 1 UNSATURATED AMIDES CROSS REFERENCE This is a division of Ser. No. 153,074, filed June 14, 1971, now US. Pat. No. 3,755,356, which is a continuation-in-part of Ser. No. 860,086,..filed Sept. 22, 1969, now abandoned, and Ser. No. 874,678, filed Nov. 6, 1969, now U.S. Pat. No. 3,631,080.

INCORPORATION BY REFERENCE Reference is hereby made to U.S. Pat. No. 3,755,356. All description therein is incorporated herein by reference.

SUMMARY OF INVENTION Unsaturated amides of the formula wherein,

m is zero or the positive integer one to five;

n is the positive integer two to six;

each of R, R R, R and R is hydrogen or lower alkyl;

R is hydrogen, and

each of R, R and R is lower alkyl.

2. A compound according to claim 1 wherein R is hydrogen or methyl; R is hydrogen; m is zero, one or two; n is two, three or four; each of R, R and R is methyl or ethyl; R is hydrogen, methyl or ethyl and each of R and R is hydrogen or lower alkyl of one to three carbon atoms.

3. A compound according to claim 2 wherein each of R, R and R is methyl and R is hydrogen.

4. A compound according to claim 3 wherein m is zero and n is two.

5. A compound according to claim 4 wherein R is ethyl and R is hydrogen.

6. A compound accordingto claim 3 wherein m is one and n is three.

7. A compound according to claim 6 wherein R is ethyl and R is hydrogen.

8. A compound according to claim 2 wherein m is zero; n is two; each of R R and R is methyl; R is hydrogen; and each of R and R is hydrogen, methyl or ethyl.

9. A compound according to claim 2 wherein R is hydrogen; m is one; n is three; each of R, R and R is methyl and each of R and R is hydrogen, methyl or ethyl. 

1. A COMPOUND SELECTED FROM THOSE OF THE FOLLOWING FORMULA:
 2. A compound according to claim 1 wherein R1 is hydrogen or methyl; R2 is hydrogen; m is zero, one or two; n is two, three or four; each of R3, R4 and R5 is methyl or ethyl; R6 is hydrogen, methyl or ethyl and each of R7 and R10 is hydrogen or lower alkyl of one to three carbon atoms.
 3. A compound according to claim 2 wherein each of R3, R4 and R5 is methyl and R6 is hydrogen.
 4. A compound according to claim 3 wherein m is zero and n is two.
 5. A compound according to claim 4 wherein R7 is ethyl and R10 is hydrogen.
 6. A compound according to claim 3 wherein m is one and n is three.
 7. A compound according to claim 6 wherein R7 is ethyl and R10 is hydrogen.
 8. A compound according to claim 2 wherein m is zero; n is two; each of R3, R4 and R5 is methyl; R6 is hydrogen; and each of R7 and R10 is hydrogen, methyl or ethyl.
 9. A compound according to claim 2 wherein R6 is hydrogen; m is one; n is three; each of R3, R4 and R5 is methyl and each of R7 and R10 is hydrogen, methyl or ethyl. 